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Year of first isolation: |
2021 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
Helleborus niger [Ranunculaceae] »  ![Wikipedia: Helleborus niger [Ranunculaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CC(C2C(C)(CCCC(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@]34CC[C@H]1C(=CC(=O)[C@H]2[C@@]1(C[C@@H]([C@@H](C2)O[H])O[H])C)[C@@]3(C[C@H]([C@@H]4[C@](C)(CCCC(C)(C)O[H])O[H])O[H])O[H] » 
| | IUPAC Name | (2S,3R,5R,10R,13R,14S,16R,17R)-17-((S)-2,6-dihydroxy-6-methylheptan-2-yl)-2,3,14,16-tetrahydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 155387997 | InChiKey
[ ChemIDPlus: search ] | JLGSDRXEKUKFKR-PRSWSNRVSA-N | | InChI | InChI=1S/C27H44O7/c1-23(2,32)8-6-9-26(5,33)22-21(31)14-27(34)16-11-18(28)17-12-19(29)20(30)13-24(17,3)15(16)7-10-25(22,27)4/h11,15,17,19-22,29-34H,6-10,12-14H2,1-5H3/t15-,17-,19+,20-,21+,22-,24+,25+,26-,27+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | HRESIMS (negative ion mode) m/z | |
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| CD3OD | | 01 | 37.3 | | 02 | 68.5 | | 03 | 68.7 | | 04 | 32.8 | | 05 | 51.8 | | 06 | 206.3 | | 07 | 122.2 | | 08 | 166.9 | | 09 | 34.9 | | 10 | 39.3 | | 11 | 21.1 | | 12 | 32.4 | | 13 | 50.3 | | 14 | 84.7 | | 15 | 43.0 | | 16 | 72.6 | | 17 | 59.2 | | 18 | 19.0 | | 19 | 24.4 | | 20 | 75.9 | | 21 | 26.6 | | 22 | 45.7 | | 23 | 19.9 | | 24 | 45.3 | | 25 | 71.6 | | 26 | 29.2 | | 27 | 29.4 |
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| CD3OD | | 01-Ha | 1.43 (m) | | 01-Hb | 1.79 (m) | | 02-Ha | 3.84 (m) | | 03-He | 3.95 (m) | | 04-Ha | 1.77 | | 04-Hb | 1.74 | | 05-H | 2.38 (dd, 9.4, 4.4) | | 07-H | 5.77 (s) | | 09-H | 3.16 (dd) | | 11-Ha | 1.80 (m) | | 11-Hb | 1.68 (m) | | 12-Ha | 1.80 (m) | | 12-Hb | 2.29 (m) | | 15-Ha | 2.42 (dd, 14.1, 8.3) | | 15-Hb | 1.66 (d, 14.1) | | 16-H | 4.49 (dd, 8.3, 6.1) | | 17-H | 2.33 (d, 6.1) | | 18-Me | 0.86 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.30 (s) | | 22-Ha | 1.72 (m) | | 22-Hb | 1.53 (m) | | 23-Ha | 1.53 (m) | | 23-Hb | 1.45 (m) | | 24-Ha | 1.53 (m) | | 24-Hb | 1.45 (m) | | 26-Me | 1.19 (s) | | 27-Me | 1.19 (s) |
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| M.P. | — °C ; | | [α]D20 | - (c - ; MeOH) | | IR (KBr) ν max (cm-1) | 3417, 1652 | | UV (?) λ max (log ε) | 242.1 nm (-) ; |
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Permanent link to this datasheet: 16α-HYDROXYTAXISTERONE
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